Pepperland Marketing is a digital marketing agency located in Cheshire, Connecticut offering marketing services and consulting to the Higher Education and K-12 Independent School space. 

Leveraging the inbound marketing methodology and sophisticated marketing platforms like HubSpot, our team develops marketing strategies and tactics that increase traffic, captures inquiries, and nurtures prospective students throughout each stage of the funnel in order to help our clients achieve and exceed their recruitment, enrollment and retention goals. 

Founded in 2015, we boast a talented team of talented, ambitious marketers who specialize in all aspects of inbound—including content, SEO, social, lead generation and marketing automation. Our clients are located across the United States, and range from large universities to mid-sized independent day schools. We also serve clients outside of the education space in a variety of B2B and B2C industry verticals.

We are seeking an Enrollment Marketing Strategist to join our growing team in a fully remote setting. This is an important, client-facing, mid-level management position at the agency, and has high visibility both internally and externally with clients. This is a great opportunity for someone with prior experience in a marketing role at a college, university or independent school who is eager to use their skills and knowledge to help others leverage advanced digital marketing marketing strategies and tactics in support of their enrollment goals.

What you’ll be doing

  • Act as the primary point of contact, brand ambassador and team lead for our team’s engagement with 5-10 clients in the education space (higher education & K-12.)
  • Devise strategies to help your assigned portfolio of clients meet their traffic and lead generation objectives in support of their recruitment, enrollment and retention goals.
  • Lead weekly check-in video calls with clients to share performance updates, task progress, and to advise solutions for marketing goals, plans and challenges.
  • Manage a small team of marketing specialists and copywriters assigned to executing client-related tasks such as content creation, email marketing, digital advertising, and SEO.
  • Maintain project plans, task assignments, and updates within our project management tool to help keep client-related work on-track at all times.
  • Develop presentations and reports to communicate key ideas, strategies, and performance.
  • Stay on the cutting edge of the latest trends and developments within the digital marketing, inbound marketing, and enrollment marketing spaces.
  • Analyze client’s performance data to identify trends, strengths, weaknesses and opportunities.
  • Engage with the enrollment marketing community in both online and offline settings.


  • At least 5 years of experience in the field of marketing with at least 2 years of recent experience working directly for a higher education institution or an independent/private school. Prior experience in an agency setting or in a management role is a plus.
  • Excellent communication skills, both written and verbal. 
  • Ability to to develop strong relationships with both clients and teammates in a mostly remote setting.
  • A knack for project management and a respect for the importance of meeting deadlines.
  • A passion for creating things and bringing ideas to life.
  • Ability to travel for occasional meetings in our Cheshire, CT office or for on-site client meetings.
  • Experience working with a marketing automation tool and CRM (HubSpot, Salesforce, Marketo, Slate Technolutions, etc.) HubSpot expertise is a major plus.
  • You love the field of marketing and bring a positive and enthusiastic energy to your work.
  • Bachelor’s degree. Master’s preferred.


  • This is a full-time position with a comprehensive benefits package, including parental leave. 
  • The opportunity to work remotely 
  • Flexible working hours
  • Team building activities and retreats
  • The chance to work with a small but steadily growing agency, with a passion for teamwork, communication, education, and, of course, great music. 


This is a remote position with the opportunity to utilize our Cheshire, CT office.

Salary Range:


The Application Process:

Send us your resume and a cover letter explaining why you’re interested in this position by clicking the application button below. We value professionalism, creativity, and most importantly, a passion for search or marketing. Let us know what excites you most about inbound marketing. If you’re selected as a finalist, we will invite you to interview with our team.

Apply Now

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